MedKoo Cat#: 597238 | Name: Nikkomycin M

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Nikkomycin M is an insecticide.

Chemical Structure

Nikkomycin M
CAS#77368-62-8

Theoretical Analysis

MedKoo Cat#: 597238

Name: Nikkomycin M

CAS#: 77368-62-8

Chemical Formula: C15H20N4O10

Exact Mass: 416.1179

Molecular Weight: 416.34

Elemental Analysis: C, 43.27; H, 4.84; N, 13.46; O, 38.43

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Nikkomycin M;
IUPAC/Chemical Name
(2-amino-2-((3R,4S,5S)-5-(4-formyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl)-3,4-dihydroxytetrahydrofuran-2-yl)acetyl)-L-glutamic acid
InChi Key
NBXXBNKMLQTMIN-RWLATFJKSA-N
InChi Code
InChI=1S/C15H20N4O10/c16-8(12(25)18-6(14(26)27)1-2-7(21)22)11-9(23)10(24)13(29-11)19-3-5(4-20)17-15(19)28/h3-4,6,8-11,13,23-24H,1-2,16H2,(H,17,28)(H,18,25)(H,21,22)(H,26,27)/t6-,8?,9+,10-,11?,13-/m0/s1
SMILES Code
O=C(O)CC[C@@H](C(O)=O)NC(C(C1O[C@H](N2C=C(C=O)NC2=O)[C@@H](O)[C@H]1O)N)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 416.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Holden WM, Fites JS, Reinert LK, Rollins-Smith LA. Nikkomycin Z is an effective inhibitor of the chytrid fungus linked to global amphibian declines. Fungal Biol. 2014 Jan;118(1):48-60. doi: 10.1016/j.funbio.2013.11.001. Epub 2013 Nov 18. PubMed PMID: 24433676. 2: Miyazaki T, Inamine T, Yamauchi S, Nagayoshi Y, Saijo T, Izumikawa K, Seki M, Kakeya H, Yamamoto Y, Yanagihara K, Miyazaki Y, Kohno S. Role of the Slt2 mitogen-activated protein kinase pathway in cell wall integrity and virulence in Candida glabrata. FEMS Yeast Res. 2010 May;10(3):343-52. doi: 10.1111/j.1567-1364.2010.00611.x. Epub 2010 Feb 3. PubMed PMID: 20214686. 3: Ling H, Wang G, Tian Y, Liu G, Tan H. SanM catalyzes the formation of 4-pyridyl-2-oxo-4-hydroxyisovalerate in nikkomycin biosynthesis by interacting with SanN. Biochem Biophys Res Commun. 2007 Sep 14;361(1):196-201. Epub 2007 Jul 16. PubMed PMID: 17659257. 4: Odenbach D, Breth B, Thines E, Weber RW, Anke H, Foster AJ. The transcription factor Con7p is a central regulator of infection-related morphogenesis in the rice blast fungus Magnaporthe grisea. Mol Microbiol. 2007 Apr;64(2):293-307. Epub 2007 Mar 23. PubMed PMID: 17378924. 5: Brun YF, Dennis CG, Greco WR, Bernacki RJ, Pera PJ, Bushey JJ, Youn RC, White DB, Segal BH. Modeling the combination of amphotericin B, micafungin, and nikkomycin Z against Aspergillus fumigatus in vitro using a novel response surface paradigm. Antimicrob Agents Chemother. 2007 May;51(5):1804-12. Epub 2007 Feb 26. PubMed PMID: 17325217; PubMed Central PMCID: PMC1855564. 6: Hahn YK, Jin Z, Kang JH, Oh E, Han MK, Kim HS, Jang JT, Lee JH, Cheon J, Kim SH, Park HS, Park JK. Magnetophoretic immunoassay of allergen-specific IgE in an enhanced magnetic field gradient. Anal Chem. 2007 Mar 15;79(6):2214-20. Epub 2007 Feb 9. PubMed PMID: 17288405. 7: Venci D, Zhao G, Jorns MS. Molecular characterization of NikD, a new flavoenzyme important in the biosynthesis of nikkomycin antibiotics. Biochemistry. 2002 Dec 31;41(52):15795-802. PubMed PMID: 12501208. 8: Sanglard D, Ischer F, Monod M, Bille J. Susceptibilities of Candida albicans multidrug transporter mutants to various antifungal agents and other metabolic inhibitors. Antimicrob Agents Chemother. 1996 Oct;40(10):2300-5. PubMed PMID: 8891134; PubMed Central PMCID: PMC163524. 9: Tariq VN, Devlin PL. Sensitivity of fungi to nikkomycin Z. Fungal Genet Biol. 1996 Mar;20(1):4-11. PubMed PMID: 8634944. 10: el-Sherbeini M, Clemas JA. Nikkomycin Z supersensitivity of an echinocandin-resistant mutant of Saccharomyces cerevisiae. Antimicrob Agents Chemother. 1995 Jan;39(1):200-7. PubMed PMID: 7695307; PubMed Central PMCID: PMC162509. 11: Ramirez-Ramirez N, Gutierrez-Corona F, Lopez-Romero E. Nikkomycin-resistant mutants of Mucor rouxii: physiological and biochemical properties. Antonie Van Leeuwenhoek. 1993;64(1):27-33. PubMed PMID: 8274000. 12: McCarthy PJ, Newman DJ, Nisbet LJ, Kingsbury WD. Relative rates of transport of peptidyl drugs by Candida albicans. Antimicrob Agents Chemother. 1985 Oct;28(4):494-9. PubMed PMID: 3907495; PubMed Central PMCID: PMC180290.